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Publications (86)
The double‐spined spruce bark beetle, Ips duplicatus , has become an infamous secondary pest of Norway spruce, causing extensive ecological and economic destruction in many Central European countries. Antennae are the primary olfactory organs that play a fundamental role in insect‐host chemical communication; therefore, understanding morphology is...
The double-spined spruce bark beetle, Ips duplicatus has become an infamous secondary pest of Norway spruce, causing extensive ecological and economic destruction in many Central European countries. Antennae are the primary olfactory organs that play fundamental role in insect-host chemical communication; therefore, understanding morphology is cruc...
Termites are eusocial insects known to use a variety of pheromones in tasks necessary for maintenance of their societies. As such, olfaction and pheromone communication in termites has been an object of intense study; trail-following pheromones (TFPs) and sex-pairing pheromones (SPPs), for example, have been identified in many termite species. In c...
It is long established that queens of social insects, including termites, maintain their reproductive dominance with queen primer pheromones (QPPs). Yet, the QPP chemistry has only been elucidated in a single species of lower termites. By contrast, the most diversified termite family Termitidae (higher termites), comprising over 70% of termite spec...
Background:
Eurasian spruce bark beetles use both attractant and anti-attractant semiochemicals to find suitable mature host trees. trans-4-thujanol is abundant in young, unsuitable spruce trees. The electrophysiological studies have demonstrated its high activity levels, but field data are lacking.
Results:
Enantioselective GC-MS analysis showe...
Eurasian spruce bark beetle, Ips typographus, is a destructive pest in spruce forests. The ability of I. typographus to colonise host trees depends on its massive aggregation behaviour mediated by aggregation pheromones, consisting of 2-methyl-3-buten-2-ol and cis-verbenol. Other biologically active compounds such as ipsdienol and verbenone have al...
Abstract
Colonies of higher termites (Termitidae) are usually headed by one king and one queen. Striking exceptions have recently been described in several species, whose founding queens prematurely die and are replaced by harems of up to hundreds of neotenic queens, arising from unfertilized eggs. This complex breeding system calls for the presenc...
Resilience and functionality of European Norway spruce forests are increasingly threatened by mass outbreaks of the bark beetle Ips typographus promoted by heat, wind throw and drought. Here, we review current knowledge on Norway spruce and I. typographus interactions from the perspective of drought-stressed trees, host selection, colonisation beha...
The bumblebee wax moth, Aphomia sociella, is a parasite of bumblebees. In this species, males produce sexual pheromone to attract females, while females produce an aphrodisiac pheromone that initiates male courtship. Both pheromones contain 6,10,14-trimethylpentadecan-2-one (TMPD-one) and the corresponding alcohol, 6,10,14-trimethylpentadecan-2-ol...
The queens of advanced social insects maintain their reproductive monopoly by using exocrine chemicals. The chemistry of these “queen pheromones” in termites is poorly known. We show that primary queens of four higher termites from the subfamily Syntermitinae ( Embiratermes neotenicus , Silvestritermes heyeri , Labiotermes labralis , and Cyrilliote...
Termite colonies are almost always founded by a pair of winged dispersers, in spite of the high costs and low success rates inherent in independent colony foundation. The dispersal flights of imagoes from natal colonies are followed by mate search, mediated by sex-pairing pheromones. Here, we studied the chemistry of sex-pairing pheromones and the...
Bactrocera invadens Drew, Tsuruta & White, Bactrocera papayae Drew & Hancock, and Bactrocera philippinensis Drew & Hancock, key pest species within the Bactrocera dorsalis species complex, have been recently synonymized under the name Bactrocera dorsalis (Hendel). The closely related Bactrocera carambolae Drew & Hancock remains as a discrete taxono...
Two-dimensional chromatogram of GC×GC/MS analysis of Bactrocera spp. cuticular profiles.
Cuticular profiles of female (A) and male (B). Intensity of the signals is colour coded from blue (zero) to red (maximum).
(PDF)
Heat maps of all 32 cuticular hydrocarbons and five Bactrocera entities from GC×GC/MS data set.
(A) male, (B) female. DOR = B. dorsalis, CAR = B. carambolae, INV = B. ‘syn. invadens’, PAP = B. ‘syn. papayae’, PHI = B. ‘syn. philippinensis’). Columns are colour coded according to chemical classes (violet CHL = linear hydrocarbon, red CHB = methyl-br...
Relative contribution (%) of compounds identified in the cuticular hexane body washes of males and females of Bactrocera carambolae and B. dorsalis (B. dorsalis, B. ‘syn. papayae’, B. ‘syn. philippinensis’, B. ‘syn. invadens’).
(PDF)
Comparison of the average abundance of important fatty acid esters between five entities of Bactrocera (B. dorsalis, B. carambolae, B. ‘syn. invadens’, B. ‘syn. papayae’, B. ‘syn. philippinensis’).
Compounds are listed in order of their contributions (δi) to the average dissimilarity 5(δi) between the two groups, with a cut-off when the cumulative...
Principal component analyses (PCA) of transformed GC×GC/MS data of 22 female-specific fatty acid esters.
E01–22 were identified on the cuticle of five Bactrocera entities (DOR = B. dorsalis, CAR = B. carambolae, INV = B. ‘syn. invadens’, PAP = B. ‘syn. papayae’, PHI = B. ‘syn. philippinensis’). (A) Variables factor map represents projection of vari...
Termite nests often are referred to as the most elaborate constructions of animals. However, some termite species do not build a nest at all and instead found colonies inside the nests of other termites. Since these so-called inquilines do not need to be in direct contact with the host population, the two colonies usually live in separate parts of...
Ceratitis fasciventris, Ceratitis anonae and Ceratitis rosa are polyphagous agricultural pests originating from the African continent. The taxonomy of this group (the so-called Ceratitis FAR complex) is unclear. To clarify the taxonomic relationships, male and female-produced volatiles presumably involved in pre-mating communication were studied us...
This paper reviews all information gathered from different disciplines and studies to resolve the species status within the Ceratitis FAR (C. fasciventris, C. anonae, C. rosa) complex, a group of polyphagous fruit fly pest species (Diptera, Tephritidae) from Africa. It includes information on larval and adult morphology, wing morphometrics, cuticul...
The study of sexual behavior and the identification of the signals involved in mate recognition between con-specifics are key components that can shed some light, as part of an integrative taxonomic approach, in delimitating species within species complexes. In the Tephritidae family several species complexes have received particular attention as t...
Eastern Palearctic conifers are subject to frequent bark beetle outbreaks. However, neither the species responsible nor the semiochemicals guiding these attacks are well understood. Two high-mountain Ips species on Qinghai spruce, Picea crassifolia, I. shangrila and I. nitidus, are typical in this regard. Six synthetic candidate pheromone component...
Lepidoptera evolved tympanic ears in response to echolocating bats. Comparative studies have shown that moth ears evolved many times independently from chordotonal organs. With only 1 to 4 receptor cells, they are one of the simplest hearing organs. The small number of receptors does not imply simplicity, neither in behavior nor in the neural circu...
In the search for compounds that contribute to the host or habitat discrimination, antennae of Ips typographus were screened for sensitivity to volatiles released by spruce trap-trees using gas chromatography linked to electroantennography. The antennally active compounds were determined using comprehensive two-dimensional gas chromatography with t...
Discrimination of particular species within the species complexes of tephritid fruit flies is a very challenging task. In this fruit-fly family, several complexes of cryptic species have been reported, including the African cryptic species complex (FAR complex). Cuticular hydrocarbons (CHCs) appear to be an excellent tool for chemotaxonomical discr...
Mass spectrometric investigations confirmed the structure of the female produced sex pheromone of the horse-chestnut leafminer Cameraria ohridella Desch. and Dim. to be (8E,IOZ)-8,10-tetradecadienal. Pure samples, prepared in a straightforward synthesis, were highly attractive in field tests and proved to be suitable for monitoring of flight activi...
The Mediterranean fruit fly (or medfly), Ceratitis capitata (Wiedemann; Diptera: Tephritidae), is a serious pest of agriculture worldwide, displaying a very wide larval host range with more than 250 different species of fruit and vegetables. Olfaction plays a key role in the invasive potential of this species. Unfortunately, the pheromone communica...
The South American fruit fly Anastrepha fraterculus (Wiedemann) (Diptera: Tephritidae) cryptic species complex is presently one of the most studied pest models in terms of speciation and population mating compatibility. The improvement of pest-control techniques has strongly relied on successful implementation of laboratory strains into wild popula...
The asymmetric total synthesis of the diastereomers of stylopsal establishes the absolute configuration of the first reported sex pheromone of the twisted-wing parasite Stylops muelleri as (3R,5R,9R)-trimethyldodecanal. The key steps for the diastereo- and enantiodivergent introduction of the methyl groups are two different types of asymmetric conj...
A female-produced sex pheromone of Stylops muelleri was identified as an unusually branched saturated aldehyde (9R)-3,5-syn-3,5,9-trimethyldodecanal. We named it stylopsal. Its structure was established by using mass spectrometry, infrared spectroscopy, and organic synthesis of candidate compounds. The synthetic standard of (9R)-3,5-syn-3,5,9-trime...
Insect cuticular hydrocarbons are usually species-specific mixtures and may serve for species and gender recognition. They are, therefore, widely used in the chemotaxonomy and zoogeography of various insect taxa. In order to provide a basic study for further comparative analyses of cuticular hydrocarbon (CHC) profiles of cryptic species hidden with...
The medfly (Ceratitis capitata) is one of the major agricultural pests controlled through sterile insect technique (SIT) programs. We studied the chemical composition of the volatiles released by calling males from one laboratory and two wild C. capitata populations using two-dimensional gas chromatography with time-of-flight mass spectrometric det...
Aphomia sociella (Lepidoptera: Pyralidae: Galleriinae) is a parasitic moth of bumblebees. Behavioral experiments show that A. sociella females emit semiochemicals that influence male pre-mating behavior and serve as a courtship pheromone. GC/EAD and two-dimensional GC/MS (GCxGC-TOFMS) analyses of extracts of females revealed three antennally active...
Analysis by gas chromatography with electroantennographic detection of extracts of pheromone glands derived from calling females of the sugarcane‐borer Diatraea flavipennella revealed two antennally active compounds. These components were identified as (Z)‐9‐hexadecenal (Z9–16:Ald) and (Z)‐11‐hexadecenal (Z11–16:Ald) by comparison of the retention...
Mass spectra of TMPD-one (2) and TMPD-ol
Members of the subfamily Galleriinae have adapted to different selective environmental pressures by devising a unique mating process. Galleriinae males initiate mating by attracting females with either chemical or acoustic signals (or a combination of both modalities). Six compounds considered candidates for the sex pheromone have recently been ide...
Within the multitude of chemical signals used by termites, the trail marking by means of pheromones is ubiquitous. Chemistry
and biology of the trail-following communication have been described in more than 60 species from all families except for
the Neotropical Serritermitidae. The chemical ecology of Serritermitidae is of special interest not onl...
Within the complex network of chemical signals used by termites, trail pheromones and sex pheromones are among the best known.
Numerous recent papers map the chemical identity and glandular origin of these pheromones in nearly all major isopteran taxa.
In this study, we aimed to describe the sex pheromone and the trail pheromone of a poorly known s...
The two-step alkylation of phenyl prop-2-enyl sulfone (1) with protected ω-bromoalkanols and 1-iodoalkanes (→3; see Scheme 1) followed by a Pd-catalyzed desulfonylation with LiBH4 affords a 96:4 mixture of vinylbranched, protected alcohols and corresponding ethylidene-branched isomers (see Scheme 2; 4 and 5, respectively). By utilizing the large di...
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Although the frontal gland has long been known as a prominent defensive device for termite soldiers in many Rhinotermitidae and Termitidae, almost nothing is known about its function in imagoes. In the present study, we show that the frontal gland of imagoes in Prorhinotermes species is well developed at the time of the nuptial flight, and is fille...
Although the frontal gland has long been known as a prominent defensive device for termite soldiers in many Rhinotermitidae and Termitidae, almost nothing is known about its function in imagoes. In the present study, we show that the frontal gland of imagoes in Prorhinotermes species is well developed at the time of the nuptial flight, and is fille...
Age-related changes of antennal-active components of male labial gland extracts were studied in two closely related bumblebee species, Bombus terrestris and B. lucorum. In B. terrestris, compounds eliciting electroantennogram (EAG) responses of virgin queens were ethyl dodecanoate, 2,3-dihydrofarnesal, 2,3-dihydrofarnesol, hexadecan-1-ol, octadeca-...
GC/MS analysis confirmed that neocembrene is the major component of the trail pheromone in the three species of the termite genus Prorhinotermes (P. simplex, P. canalifrons, P. inopinatus). In addition, EAG and GC-EAD experiments with P. simplex strongly suggest that dodecatrienol is a quantitatively minor component but a qualitatively important co...
Chemical composition of volatiles emitted from fresh mouse carcasses (laboratory mice, Mus musculus) was studied using solid sample injection technique (solid-phase micro-extraction), two-dimensional gas chromatography with time of flight mass spectrometric detection and gas chromatography with electroantennographic detection. Electroantennography...
We studied the post-flight behavior and sex attraction in imagoes of the termite Prorhinotermes simplex (Rhinotermitidae, Prorhinotermitinae). Pairing is mediated by the secretion from tergal glands, exposed by females in a calling
posture and highly attractive to males. Analysis of extracts of these glands by means of gas chromatography with elect...
Male wing gland secretion and volatiles emanating from calling males were investigated in the bumble bee wax moth, Aphomia. sociella, using comprehensive two-dimensional gas chromatography-mass spectrometry (GCxGC-TOF-MS), gas chromatography-infrared spectroscopy (GC-FTIR), enantioselective gas chromatography, electroantennography (EAG), gas chroma...
Persimmon bark borer, Euzophera batangensis, is a principal insect pest in jujube orchards. It may cause severe damage in jujube orchards and can also attack many other plants, such as loquat (Eriobotrya japonica), Horsetail Tree (Casuarina equisetifolia) etc.The sex bionomic characteristics of the moth were observed and investigated in lab and in...
This review traces the identification and use of sex pheromone of the horse chestnut leafminer Cameraria ohridella Deschka et Dimić (Lepidoptera, Gracillariidae, Lithocolletinae) to monitor population density and discuss its potential for direct control. Host volatiles endogenously emitted from Aesculus hippocastanum L. leaves are described in term...
A report is made on a new species of Clusia related to C. sellowiana that dominates the vegetation of the Nouragues inselberg in French Guiana. The focus is on the pollination biology and on the remarkable relationship of this plant species to Amazonina platystylata, its cockroach pollinator. This appears to be only the second record of pollination...
The behavioral and electroantennographic responses of Prorhinotermes canalifrons to its soldier frontal gland secretion, and two separated major components of the secretion, (E)-1-nitropentadec-1-ene and (E,E)-alpha-farnesene, were studied in laboratory experiments. Behavioral experiments showed that both the frontal gland secretion and (E,E)-alpha...
The cephalic region of the labial gland in the buff-tailed bumblebee, Bombus terrestris, consists of numerous acini (formed by associated secretory cells and a central lumen) and connecting ducts. Age-dependent changes in secretion production (both qualitative and quantitative) are associated with changes in the amount of rough endoplasmic reticulu...
The pollination of the non-rewarding Orchis pauciflora was studied. The most abundant visitors of O. pauciflora were B. terrestris queens. The fragrance of O. pauciflora inflorescence was dominated by a sesquiterpene (E)-β-farnesene. (E,E)-α-Farnesene, (E)-2,3-dihydrofarnesol, geranylcitronellol, and the monoterpenes limonene and 1,8-cineol were fo...
A new anthrasteroid hydrocarbon was isolated from cuticular integument of engorged female Ixodes ricinus, and its structure was determined by interpretation of spectroscopic and nuclear magnetic resonance data as 14alpha(H)-1(10-->6)-abeo-cholesta-3,5,7,9(10)-tetraene (1).
Conventional gas chromatography with electroantennographic detection (GC-EAD) and two-dimensional (GCxGC) gas chromatography using a time-of-flight mass spectrometric detector (TOFMS), were combined to analyse the female sex pheromone gland extract of the persimmon bark borer, Euzophera batangensis. GC-EAD analysis produced two EAD responses in GC...
CRC Press, Boca Raton, 2004, 435 pp. ISBN 0849320240. Price GBP 79.99, USD 139.95.
To understand the role of chemical signals involved in Scolytus intricatus (Ratzeburg) (Col., Scolytidae) host colonization, the attractiveness of intact and beetle colonized host material was investigated in the field and in the laboratory. In the field, chemical signals operating at long range were investigated by means of sticky traps. In the...
GC-EAD and GC-MS analysis of pheromone gland extracts of sugarcane borer, Diatraea saccharalis, revealed two antennally active compounds, (9Z,11E)-hexadeca-9,1-dienal and (11Z)-hexadec-11-enal, in approximately 10 : 1 ratio. Various doses of identified compounds were investigated in wind tunnel experiments individually and in a 10 : 1 ratio. At a...
The sphinx moth Manduca sexta is a well-studied insect with regard to central olfactory functions. Until now, the innervation patterns of olfactory receptor neurons into the array of olfactory glomeruli in the antennal lobe have, however, been unclear. Using optical imaging to visualize calcium dynamics within the antennal lobe we demonstrate speci...
Gas chromatography combined with electroantennographic detection (GC-EAD), electroantennography (EAG), and wind-tunnel and field experiments were used to reinvestigate the composition of Cameraria ohridella (Lepidoptera, Gracillariidae, Lithocolletinae) sex pheromone. The GC-EAD experiments showed one EAD-active area corresponding to the major pher...
Two bioactive compounds, viz. 4-methylheptan-3-ol (I) and 4-methylheptan-3-one (II) have been identified in European oak bark beetle (Scolytus intricatus) extracts by gas chromatography coupled with mass spectrometric and electroantennographic detector systems. Further examination of these compounds using gas chromatography on chiral stationary pha...
Gas chromatography combined with electroantennographic detection (GC-EAD), electroantennography (EAG), and wind-tunnel and field experiments were used to reinvestigate the composition of Cameraria ohridella (Lepidoptera, Gracillariidae, Lithocolletinae) sex pheromone. The GC-EAD experiments showed one EAD-active area corresponding to the major pher...
KINDL J., KALINOVÁ B., FREISE J., HEITLAND W., AUGUSTIN S., GUICHARD S., AVTZIS N., SVATOŠ A. (2002): Monito- ring the population dynamics of the horse chestnut leafminer Cameraria ohridella with a synthetic pheromone in Europe. Plant Protect. Sci., 38: 131-138. A monitoring system for Cameraria ohridella males based on a synthetic sex pheromone wa...
The ability of olfactory receptor neurons to detect female-produced sex pheromone components and a limited sample of potential host plant odours was studied by single-sensillum recordings from olfactory sensilla present on male and female antennae in Manduca sexta. The majority of pheromone-sensitive receptor neurons examined in males was specializ...